Monoazo disperse dyes from selected (aromatic amino)propionates or selected (aromatic amino)butyrates

ABSTRACT

The disperse dyes of formula I   &lt;IMAGE&gt;  +TR   &lt;IMAGE&gt;   wherein the symbols D, K, R3-5, R10, m, z, n and Y possess the significances given in claim 1, are eminently suitable for dyeing or printing hydrophobic, fully or semi-synthetic, organic fiber materials.

This is a continuation of application Ser. No. 08/373,171, filed Jan. 17, 1995, now abandoned.

The invention relates to the disperse dyes of the general formula I ##STR2## wherein D signifies a diazo component which is usual with disperse dyes,

K signifies an aromatic radical of formula ##STR3## R₁ signifies hydrogen, chlorine, C₁₋₂ -alkyl, C₁₋₂ -alkoxy or acylamino,

R₂ signifies hydrogen, C₁₋₄ -alkoxy, C₁₋₂ -alkoxyethoxy, chlorine, bromine, or together with R₃ signifies a group of formula --*CH(CH₃)CH₂ C(CH₃)₂ -- (*bonded to the nucleus),

R₃ signifies hydrogen, C₁₋₆ -alkyl, C₃₋₄ -alkenyl, chloro- or bromo-C₃₋₄ -alkenyl, C₃₋₄ -alkinyl, phenyl-C₁₋₃ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkenyloxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkinyloxycarbonyl-C₁₋₃ -alkyl, phenoxy-C₂₋₄ -alkyl; C₂₋₄ -alkyl substituted by halogen, cyano, C₁₋₄ -alkoxy, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkoxycarbonyloxy; or a group of formula --CH₂ --CH(R₈)CH₂ --R₉,

R₄ signifies hydrogen, phenyl or C₁₋₂ -alkyl,

R₅ signifies a radical of formula ##STR4## R₆ signifies hydrogen or hydroxyl, R₇ signifies hydrogen or C₁₋₄ -alkyl,

R₈ signifies hydroxyl, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkoxycarbonyloxy,

R₉ signifies chlorine, C₁₋₄ -alkoxy, phenoxy, allyloxy or C₁₋₄ -alkylcarbonyloxy,

R₁₀ signifies hydrogen or C₁₋₄ -alkyl,

Y signifies C₂₋₃ -alkylene,

m and z independently signify zero or 1 and

n signifies a number from 1 to 5, with the proviso that, if K is a radical of formula b or c, R₃ only signifies hydrogen

One group of preferred dyestuffs of formula I corresponds to the general formula Ia ##STR5## wherein D₁ is 3-phenyl-1,2,4-thiadiazolyl or corresponds to one of the following formulae: ##STR6## wherein a signifies hydrogen, chlorine, bromine, cyano, nitro-, C₁₋₄ -alkoxycarbonyl, C₁₋₃ -alkylsulphonyl, preferably hydrogen, chlorine, cyano or nitro,

b signifies chlorine, bromine, nitro, methyl, C₁₋₂ -alkylsulphonyl, C₁₋₄ -alkylcarbonyl, aminosulphonyl, mono- or di-C₁₋₄ -alkylaminosulphonyl, phenylaminosulphonyl, C₁₋₄ -alkoxycarbonyl, aminocarbonyl, mono- or di-C₁₋₄ -alkylaminocarbonyl, phenylaminocarbonyl, phenylazo, benzyloxycarbonyl, tetrahydrofurfuryl-2-oxycarbonyl, C₃₋₄ -alkenyloxycarbonyl, C₃₋₄ -alkinyloxycarbonyl or phenoxycarbonyl,

c signifies hydrogen or chlorine, or if d is hydrogen, also thiocyano,

d signifies hydrogen, chlorine, bromine or cyano,

e signifies nitro, C₁₋₄ -alkylcarbonyl, C₁₋₄ -alkoxycarbonyl, cyano, aminocarbonyl, mono- or di-C₁₋₄ -alkylaminocarbonyl,

f signifies hydrogen, chlorine, bromine, C₁₋₂ -alkyl or phenyl,

g signifies nitro, cyano, formyl, dicyanovinyl or a group of formula --CH═CH--NO₂, --CH═C(CN)CO--OC₁₋₄ -alkyl, H₅ C₆ --N═N-- or 3- or 4-NO₂ --C₆ H₄ --N═N--,

h signifies cyano or C₁₋₄ -alkoxycarbonyl,

i signifies C₁₋₄ -alkyl or phenyl,

j signifies --CN, --CH═CH₂ or phenyl,

k signifies C₁₋₄ -alkyl,

l signifies hydrogen, chlorine, bromine, cyano, thiocyano, nitro, C₁₋₄ -alkoxycarbonyl or di-C₁₋₄ -alkylaminosulphonyl,

p signifies hydrogen, chlorine or bromine and

q signifies C₁₋₄ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₄ -alkylene or C₁₋₄ -alkylene-COOCH₂ CF₃,

whereby the phenyl nuclei of these substituents may bear one or two substituents from the series chlorine, bromine, methyl or C₁₋₂ -alkoxy,

R₁ ' signifies hydrogen, C₁₋₂ -akyl, chlorine or acylamino,

R₂ ' signifies hydrogen, chlorine, C₁₋₂ -alkoxy, C₁₋₂ -alkoxyethoxy, or with R₃, a group of formula --CH(CH₃)CH₂ C(CH₃)₂ --,

R₃ and R₅ have the significances given above,

R₄ ' and R₁₀ ' independently signify hydrogen or C₁₋₂ -alkyl and

Y₁ signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ --

m and z independently signify zero or 1 and

n signifies a number from 1 to 5.

Particularly preferred disperse dyes correspond to formula Ib ##STR7## wherein D₂ signifies the radical of a diazo component from the series 2,6-dicyano-4-chloro-, -4-bromo-, -4-methyl- or -4-nitrophenyl, 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2-chloro- or 2-bromo-4-nitro-6-cyanophenyl, 2,4-dinitrophenyl, 2,6-dichloro- or 2,6-dibromo-4-nitrophenyl, 2-chloro-4-nitro-6-bromophenyl, 2-chloro-, 2-bromo- or 2-cyano-4-nitrophenyl, 2,4-dinitro-5-chlorophenyl or -5-thiocyanophenyl, 2,4-dinitro-5,6-dichlorophenyl, 2,5-dichloro-4-nitrophenyl, 4-nitrophenyl, 4-phenylazophenyl, 4-C₃₋₄ -alkenyloxycarbonylphenyl, 4-C₃₋₄ -alkinyloxycarbonylphenyl, 4-C₁₋₄ -alkoxycarbonylphenyl, 2-C₁₋₄ -alkoxycarbonyl-4-nitrophenyl, 4-phenoxycarbonylphenyl, 4-benzyloxycarbonylphenyl, 4-(tetrahydrofurfuryl-2'-oxycarbonyl)-phenyl, 3,5-dicyano-4-chloro-thienyl-2, 3,5-dicyano-thienyl-2, 3-cyano-5-nitro-thienyl-2, 3-acetyl-5-nitro-thienyl-2, 3,5-dinitro-thienyl-2, 3-(C₁₋₄ -alkoxycarbonyl)-5-nitro-thienyl-2, 5-phenylazo-3-cyanothienyl-2, 5-phenylazo-3-cyano-4-methyl-thienyl-2, 5-nitro-thiazolyl-2, 5-nitrobenzisothiazolyl-3, 3-methyl-4-cyano-isothiazolyl-5, 3-phenyl-1,2,4-thiadiazolyl-2, 5-(C₁₋₂ -alkylmercapto)-1,3,4-thiadiazolyl-2, 3-C₁₋₂ -alkoxycarbonylethylmercapto-1,2,4-thiadiazolyl-5, 1-cyanomethyl-4,5-dicyano-imidazolyl-2, 6-nitrobenzothiazolyl-2, 5-nitrobenzothiazolyl-2, 6-thiocyanobenzothiazolyl-2, 6-chlorobenzothiazolyl-2, (5),6,(7)-dichlorobenzothiazolyl-2, phthalidyl-5 or of formula ##STR8## in which B signifies oxygen or a group of formula ##STR9## and the symbols R₁ ', R₂ ', R₃, R₄ ', R₅, R₁₀ ', m, n and Y₁ are defined as above.

Furthermore, particular preference is given to the disperse dyes of formula Ib, wherein

D₂ signifies the radical of a diazo component from the series 2,6-dicyano-4-chloro, -4-bromo, -4-methyl or -4-nitro-phenyl, 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2-chloro- or 2-bromo-4-nitro-6-cyanophenyl, 2,4-dinitrophenyl, 2,6-dichloro- or 2,6-dibromo-4-nitrophenyl, 2-chloro-4-nitro-6-bromophenyl, 2-chloro-, 2-bromo- or 2-cyano-4-nitrophenyl, 2,4-dinitro-5-chlorophenyl or -5-thiocyanophenyl, 2,4-dinitro-5,6-dichlorophenyl, 2,5-dichloro-4-nitrophenyl, 4-nitrophenyl, phthalidyl-5, or of formula ##STR10## in which B signifies oxygen or a group of formula ##STR11## and the symbols R₁ ', R₂ ', R₃, R₄ ', R₅, R₁₀ ', m, n and Y₁ are defined as above.

Furthermore, particular preference is given to the disperse dyes of formula Ib, wherein

D₂ signifies a diazo component from the series 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2,4-dinitro-5-chloro- or -5-thiocyanophenyl or 2,4-dinitro-5,6-dichlorophenyl,

R₁ ' signifies C₁₋₂ -alkylcarbonylamino,

R₂ ' signifies C₁₋₂ -alkoxy or C₁₋₂ -alkoxyethoxy,

R₃ signifies hydrogen, C₁₋₄ -alkyl, cyanoethyl, C₁₋₂ -alkoxyethyl, C₃₋₄ -alkenyl, chlorallyl, C₃₋₄ -alkinyl, C₁₋₂ -alkoxycarbonylmethyl, allyloxycarbonylmethyl or propargyloxycarbonylmethyl,

R₄ ' signifies hydrogen or methyl,

R₅ signifies a radical of formula ##STR12## R₁₀ ' signifies hydrogen or methyl, Y₁ signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ --

m signifies nill or 1, and

n signifies a number from 1 to 5.

Also preferred are the disperse dyes of formula Ib, wherein

D₂ signifies 2,4-dinitro-6-chloro- or -6-bromophenyl,

R₁ ' signifies C₁₋₂ -alkylcarbonylamino,

R₂ ' signifies methoxy or ethoxy,

R₃ signifies hydrogen, allyl, chlorallyl or propargyl,

R₅ signifies a radical of formula ##STR13## R₁₀ ' signifies hydrogen or methyl, Y₁ signifies 1,2-ethylene,

m signifies zero or 1, and

n signifies a number from 1 to 5.

Further preference is also given to the disperse dyes of formula I, wherein

D signifies a diazo component from the series 4-nitrophenyl, 4-nitro-2-ethylsulphonylphenyl, 4-nitro-2-methylsulphonylphenyl, 4-methoxycarbonylphenyl, phthalidyl-5, 4-ethoxycarbonylphenyl, 2-chloro-4-nitrophenyl, 2,6-dichloro-4-nitrophenyl, 2-bromo-4-nitro-6-chlorophenyl or 2-cyano-4-nitrophenyl,

K signifies a radical of formula a

R₁ signifies hydrogen, methyl, acylamino or chlorine,

R₂ signifies hydrogen,

R₃ signifies C₁₋₄ -alkyl, C₃₋₄ -alkenyl, chlorallyl, benzyl, cyanoethyl, C₁₋₂ -alkoxyethyl, C₁₋₄ -alkylcarbonyloxyethyl, C₁₋₂ -alkoxycarbonylethyl or C₁₋₄ -alkoxycarbonyloxyethyl,

R₄ and R₁₀ independently signify hydrogen or C₁₋₂ -alkyl,

R₅ signifies a radical of formula ##STR14## Y signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ --

m and z independently signify zero or 1, and

n signifies a number from 1 to 5.

One further group of especially preferred disperse dyes corresponds to formula Ib, wherein

D₂ signifies a diazo component from the series 4-nitrophenyl, 2-chloro-4-nitrophenyl, 2-bromo-4-nitrophenyl, 2,6-dichloro-4-nitrophenyl, 2-chloro-4-nitro-6-bromophenyl, 2-cyano-4-nitrophenyl,

R₁ ' signifies hydrogen or methyl,

R₂ ' signifies hydrogen,

R₃ signifies C₁₋₄ -alkyl,

R₄ ' signifies hydrogen or methyl,

R₅ signifies a radical of formula ##STR15## R₁₀ ' signifies hydrogen, Y₁ signifies 1,2-ethylene,

m signifies zero or 1, and

n signifies the number 1.

The diazo components may be all mono- to bi-nuclear, carbocyclic or heterocyclic organic radicals of aromatic character, which may bear substituents that are conventional in the case of disperse dyes. Water-solubilizing substituents are excluded in particular, that is especially sulphonic acid groups. The diazo components may also be radicals of monoazo compounds. Examples of diazo components are: phenyl, thienyl, thiazolyl, isothiazolyl, thiadiazolyl, pyrazolyl, imidazolyl, triazolyl, benzothiazolyl or benzisothiazolyl radicals, which preferably bear substituents.

The substituents on these nuclei may be in particular halogen atoms, especially chlorine, bromine or iodine atoms, nitro, cyano, thiocyano, hydroxyl, alkyl, alkoxy, phenyl, phenoxy and acyl groups, as well as especially also on the thienyl or thiazolyl diazo components, formyl and radicals of formulae --CH═CH--NO₂, --CH═C(CN)₂ and --CH═C(CN)acyl.

Preferred acyl groups correspond to formula E--Y-- or E'--Z--, in which

E signifies a hydrocarbon radical which may bear the above-mentioned substituents and/or may contain hetero atoms, preferably an optionally substituted alkyl or phenyl radical,

Y signifies a radical --O--CO--, --SO₂ -- or --O--SO₂ --,

E' signifies a hydrogen atom or E,

Z signifies --CO--, --NE"--CO-- or --NE"--SO₂ -- (E" is only bonded to the nitrogen atom), and

E" signifies hydrogen or E.

If not otherwise stated, all the said alkyl and alkoxy groups contain 1 to 8, especially 1 to 4 carbon atoms. They may be straight-chain or branched, and bear as substituents e.g. halogen atoms, preferably fluorine or chlorine atoms, hydroxy, alkoxy, phenyl, phenoxy, cyano, thiocyano, acyl, acyloxy or acylamino groups. The intermediate element Y is preferably a group of formula ##STR16## especially --CH₂ CH₂ --.

All the said phenyl radicals (also phenoxy and phenylazo radicals) may be further substituted, e.g. by halogen atoms (preferably chlorine or bromine atoms), alkyl, alkoxy, nitro, cyano, thiocyano, acyl, acyloxy or acylamino groups.

If not indicated to the contrary, all alkyl, alkylene and alkenyl radicals are straight-chain.

Production of the new dyestuffs of formula I is characterized in that a diazotised amine of formula II

    D--NH.sub.2                                                (II)

is coupled with a compound of formula III ##STR17##

Diazotisation and coupling are effected according to generally known methods.

The compounds of formulae II and III are known, or may be easily produced from known compounds according to methods known to a person skilled in the art.

Dyestuffs of formula I in which D corresponds to the formula ##STR18## where a and/or d are a cyano radical, can also be prepared by cyano-exchange from the corresponding halogen substituted dyestuffs, such a method is known to the skilled person.

From an aqueous suspension, the new dyestuffs of formula I are absorbed in an excellent manner on textile material consisting of fully synthetic or semi-synthetic, hydrophobic, high molecular weight organic matter. They are especially suitable for dyeing or printing textile material consisting of linear, aromatic polyesters, as well as cellulose-21/2-acetate and cellulose triacetate.

Dyeing or printing are effected in accordance with known processes, e.g. those described in French Patent Specification no. 1.445.371.

The dyeings obtained have good all-round fastnesses; apart from the good fastness to thermomigration, also notable are the light fastness, thermofixation fastness and pleating fastness, as well as the excellent wet fastness, following thermal fixation (especially the M&S C4A Co domestic wash).

They are also especially suitable for thermo transfer printing processes.

In the following examples, the parts and percentages are by weight. The temperatures are given in degrees celsius.

EXAMPLE 1

16.3 parts of 2-amino-5-nitrobenzonitrile are stirred into 100 parts of cold sulphuric acid (93%) and mixed at 0° to 5° over the course of 30 minutes with 32 parts of nitrosylsulphuric acid (40%). Stirring continues for 3 to 4 hours at 0° to 5° and then the diazonium salt solution obtained is poured whilst stirring into a mixture of 35.2 parts of 3-(N-methyl-N-phenylamino)-propionic acid-2'-N-phthalimidoethylester, 100 parts of glacial acetic acid, 2 parts of amidosulphonic acid, 200 parts of water and 500 parts of ice. The precipitated dyestuff is filtered off, washed with water until free from acid and dried in a vacuum at 60°. The resultant dyestuff corresponds to formula ##STR19##

It dyes polyester fibre material in ruby-red shades with excellent fastness, in particular very good wet fastness after thermal fixing, and is eminently suitable for the modern rapid-dyeing processes, for example the ^(R) Foron-RD process.

λ_(max). =533 nm (DMF).

EXAMPLE 2

The process is as described in example 1, but the 35.2 parts of 3-(N-methyl-N-phenylamino)-propionic acid-2'-N-phthalimidoethylester are replaced by 42.4 parts of 3-(N-ethyl-N-phenylamino)-propionic acid-(2'-N-phthalimidoethoxycarbonyl)methylester. The resultant dyestuff corresponds to formula ##STR20##

It dyes polyester fibre materials in ruby-red shades with excellent fastnesses, in particular very good wet fastness, after thermal fixing.

λ_(max). =537 nm (DMF).

EXAMPLE 3

The process is as described in example 1, but the 35.2 parts of 3-(N-methyl-N-phenylamino)-propionic acid-2'-N-phthalimidoethylester are replaced by 38.8 parts of 3-(N-methyl-N-phenylamino)-propionic acid-2'-N-o-sulphobenzimidoethylester. The resultant dyestuff corresponds to formula ##STR21##

It dyes polyester fibre materials in ruby-red shades with excellent fastness, in particular very good wet fastness, after thermal fixing, and is eminently suitable for the modern rapid-dyeing processes, for example the ^(R) Foron-RD process.

λ_(max). =534 nm (DMF).

EXAMPLE 4

20.7 parts of 1-amino-2,6-dichloro-4-nitrobenzene are stirred into 100 parts of sulphuric acid (93%) and mixed at 30° over the course of one hour with 32 parts of nitrosylsulphuric acid (40%). Stirring is effected for 2-3 hours at 30°-32°, and then the diazonium salt solution obtained is added in drops whilst stirring to a mixture of 35.2 parts of 3-(N-methyl-N-phenylamino)-propionic acid-2'-N-phthalimidoethylester, 100 parts of glacial acetic acid, 2 parts of amidosulphonic acid, 200 parts of water and 500 parts of ice. The precipitated dyestuff is filtered off, washed with water until free from acid, and dried in a vacuum at 60°. It corresponds to formula ##STR22## and dyes polyester fibre material in yellow-brown shades with excellent fastness, in particular very good wet fastness, after thermal fixing.

λ_(max). (DMF)=439 nm.

EXAMPLE 5

21.8 parts of 2-chloro-4,6-dinitroaniline are stirred into 150 parts of 93% sulphuric acid at 15°-20°, and mixed over the course of 30 minutes with 32 parts of 40% nitrosylsulphuric acid. The mixture is stirred for 2-3 hours in an ice bath, and the diazonium salt solution is continuously poured into a mixture of 46.1 parts of 3-N-(5"-acetylamino-2"-methoxyphenylamino)-propionic acid-2'-N-o-sulphobenzimidoethylester, 100 parts of glacial acetic acid and 300 parts of ice/water. The precipitated dyestuff is filtered off, washed with water until free from acid, and dried in a vacuum at 60°. The dyestuff obtained, with λ_(max). =598 nm (DMF), corresponds to formula ##STR23## and dyes polyester materials, resp. polyester/cotton mixed fabric, in marine-blue shades with excellent fastness, in particular very good wet fastness, after thermal fixing.

EXAMPLE 6

20.8 parts of 2-cyano-4,6-dinitroaniline are stirred into 150 parts of sulphuric acid (93%) at 0° to 5° and mixed over the course of 30 minutes with 32 parts of nitrosylsulphuric acid (40%). Stirring continues for 2 to 3 hours at 0° to 5° and then the diazonium salt solution obtained is poured whilst stirring into a mixture of 39.6 parts of 3-[N-methyl-N-(5"-methyl-2"-methoxyphenyl)amino]-propionic acid-2'-N-phthalimidoethylester, 100 parts of glacial acetic acid and 300 parts of ice/water. The precipitated dyestuff is filtered off, washed with water until free from acid and dried in a vacuum at 60°. The resultant dyestuff having a λ_(max) =613 nm (DMF) corresponds to formula ##STR24##

It dyes polyester fibre material in blue shades with excellent fastness, in particular very good wet fastness after thermal fixing, and is eminently suitable for the modern rapid-dyeing processes, for example the ^(R) Foron-RD process.

EXAMPLE 7

20.8 parts of 2-cyano4,6-dinitroaniline are stirred into 150 parts of sulphuric acid (93%) at 0° to 5° and mixed over the course of 30 minutes with 32 parts of nitrosylsulphuric acid (40%). Stirring continues for 2 to 3 hours at 0° to 5° and then the diazonium salt solution obtained is poured whilst stirring into a mixture of 45.2 parts of 3-[N-ethyl-N-(3'-methylphenyl)amino]-propionic acid-(3"-N-phthalimido-n-propoxycarbonyl)-methylester, 100 parts of glacial acetic acid, and 300 parts of ice/water. The precipitated dyestuff is filtered off, washed with water until free from acid and dried in a vacuum at 60°. The resultant dyestuff having a λ_(max) =590 nm (DMF) corresponds to formula ##STR25##

It dyes polyester fibre material in ruby-red shades with excellent fastness, in particular very good wet fastness after thermal fixing, and is eminently suitable for the modern rapid-dyeing processes, for example the ^(R) Foron-RD process.

Analogously to the method of Example 1 by using the corresponding starting materials further compounds of formula I may be obtained.

These compounds correspond to the formulae given hereinbelow, for which the particular variants are listed in the following tables. They dye polyester fibers in the indicated shades with excellent fastnesses, in particular very good wet fastness after thermal fixing. In the following tables "do." signifies ditto, i.e. same as the previous entry, PES stands for polyester fibres and DK stands for diazo component radical.

The dyestuffs of the following Table I correspond to formula ##STR26##

                                      TABLE 1                                      __________________________________________________________________________     exp.                                                 Shade                     no.                                                                               DK                   R.sub.1 R.sub.2                                                                             R.sub.3         on                        __________________________________________________________________________                                                          PES                        8                                                                                                     H       H    C.sub.2 H.sub.5 ruby                       9 "                    H       H    CH.sub.3        "                         10 "                    H       H    CH.sub.2 CH.sub.2 CN                                                                           red                       11                                                                                 ##STR27##           H       H    CH.sub.3        "                         12                                                                                 ##STR28##           H       H    C.sub.2 H.sub.4 CN                                                                             scarlet                   13                                                                                 ##STR29##           H       H    "               "                         14                                                                                 ##STR30##           NHCOCH.sub.3                                                                           H    "               red                       15 "                    "       Cl   H               scarlet                   16                                                                                 ##STR31##           "       "    H               ruby                      17                                                                                 ##STR32##           H       H    CH.sub.3        "                         18                                                                                 ##STR33##           H       H    CH.sub.2 CHCH.sub.2                                                                            yellow-brown              19                                                                                 ##STR34##           H       H    C.sub.4 H.sub.9 "                         20                                                                                 ##STR35##           H       H    CH.sub.2 CHCH.sub.2                                                                            yellow-brown              21                                                                                 ##STR36##           H       H    "               "                         22                                                                                 ##STR37##           NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 bluish-violet             23                                                                                 ##STR38##           CH.sub.3                                                                               H    C.sub.4 H.sub.9 reddish blue              24 "                    NHCOCH.sub.3                                                                           H    C.sub.3 H.sub.7 blue                      25 "                    NHCOC.sub.2 H.sub.5                                                                    H    "               "                         26 "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)           "                         27                                                                                 ##STR39##           CH.sub.3                                                                               H    C.sub.2 H.sub.5 scarlet                   28                                                                                 ##STR40##           NHCOC.sub.2 H.sub.5                                                                    H    C.sub.2 H.sub.5 bluish red                29 "                    NHSO.sub.2 CH.sub.3                                                                    H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)           red                       30                                                                                 ##STR41##           NHCOC.sub.2 H.sub.5                                                                    H    "               ruby                      31                                                                                 ##STR42##           CH.sub.3                                                                               H    C.sub.4 H.sub.9 bluish violet             32                                                                                 ##STR43##           H       H    CH.sub.3        bluish red                33 "                    CH.sub.3                                                                               H    C.sub.2 H.sub.5 violet                    34                                                                                 ##STR44##           NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.4 CN                                                                             bluish red                35                                                                                 ##STR45##           CH.sub.3                                                                               H    C.sub.2 H.sub.5 scarlet                   36 "                    NHCOC.sub.2 H.sub.5                                                                    H    "               red                       37                                                                                 ##STR46##           H       H    C.sub.2 H.sub.5 scarlet                   38 "                    CH.sub.3                                                                               H    "               red                       39 "                    NHCOCH.sub.3                                                                           H    "               ruby                      40 "                    "       H    C.sub.2 H.sub.4 CN                                                                             red                       41                                                                                 ##STR47##           CH.sub.3                                                                               H    C.sub.4 H.sub.9 bluish red                42                                                                                 ##STR48##           "       H    C.sub.2 H.sub.5 dark blue                 43                                                                                 ##STR49##           NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)           greenish blue             44                                                                                 ##STR50##           H       H    C.sub.2 H.sub.5 blue                      45 "                    CH.sub.3                                                                               H    "               greenish blue             46 "                    H       H    C.sub.2 H.sub.4 OCOCH.sub.3                                                                    reddish blue              47 "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 bluish green              48                                                                                 ##STR51##           CH.sub.3                                                                               H    C.sub.4 H.sub.9 reddish blue              49                                                                                 ##STR52##           "       H    C.sub.2 H.sub.5 reddish navy blue         50                                                                                 ##STR53##           H       H    "               dark blue                 51                                                                                 ##STR54##           H       H    C.sub.2 H.sub.5 dark blue                 52                                                                                 ##STR55##           H       H    C.sub.2 H.sub.5 greenish navy blue        53                                                                                 ##STR56##           NHCOCH.sub.3                                                                           H                                                                                    ##STR57##      red                       54 "                    "       H    C.sub.2 H.sub.5 bluish red                55                                                                                 ##STR58##           H       H    C.sub.2 H.sub.5 violet                    56                                                                                 ##STR59##           H       H    C.sub.2 H.sub.4 CN                                                                             red                       57                                                                                 ##STR60##           CH.sub.3                                                                               H    C.sub.2 H.sub.5 violet                    58                                                                                 ##STR61##           "       H    CH.sub.3        violet                    59                                                                                 ##STR62##           CH.sub.3                                                                               H    "               ruby                      60 "                    H       H    C.sub.2 H.sub.5 red                       61                                                                                 ##STR63##           NHCOC.sub.2 H.sub.5                                                                    H    "               blue                      62 "                    NHCOCH.sub.3                                                                           H    "               "                         63 "                    "       H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)           "                         64                                                                                 ##STR64##           CH.sub.3                                                                               OCH.sub.3                                                                           CH.sub.3        bluish violet             65                                                                                 ##STR65##           NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 "                         66                                                                                 ##STR66##           NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 red                       67                                                                                 ##STR67##           H       H    CH.sub.3        yellow                    68 "                    H       H    C.sub.2 H.sub.5 "                         69                                                                                 ##STR68##           H       H    CH.sub.3        "                         70 "                    CH.sub.3                                                                               H    "               "                         71                                                                                 ##STR69##           "       H    "               "                         72 "                    H       H    "               "                         73                                                                                 ##STR70##           H       H    "               orange                    74 "                    H       H    C.sub.2 H.sub.5 "                         75                                                                                 ##STR71##           H       H    CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                 orange                    76 "                    CH.sub.3                                                                               H    CH.sub.3        red                       77                                                                                 ##STR72##           H       H    "               "                         78                                                                                 ##STR73##           H       H    CH.sub.2 CHCH.sub.2                                                                            "                         79                                                                                 ##STR74##           H       H    CH.sub.2 CH.sub.2 OCOCH.sub.3                                                                  ruby                      80 "                    H       H    CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                 "                         81                                                                                 ##STR75##           H       H    C.sub.2 H.sub.5 "                         82                                                                                 ##STR76##           H       H    C.sub.2 H.sub.5 ruby                      83                                                                                 ##STR77##           H       H    "               yellow-brown              __________________________________________________________________________

The dyestuffs of the following Table 2 correspond to the formula

                                      TABLE 2                                      __________________________________________________________________________      ##STR78##                                                                                                                         Shade                      exp. no.                                                                            DK                   R.sub.1 R.sub.2                                                                           R.sub.3        on PES                     __________________________________________________________________________     84                                                                                   ##STR79##           H       H  C.sub.2 H.sub.5                                                                               ruby                       85                                                                                   ##STR80##           H       H  C.sub.4 H.sub.9                                                                               "                          86   "                    H       H  CH.sub.2 CH.sub.2 CN                                                                          red                        87                                                                                   ##STR81##           H       H  CH.sub.3       "                          88                                                                                   ##STR82##           H       H  C.sub.2 H.sub.4 CN                                                                            scarlet                    89                                                                                   ##STR83##           H       H  C.sub.2 H.sub.4 CN                                                                            scarlet                    90                                                                                   ##STR84##           NHCOCH.sub.3                                                                           H  "              red                        91   "                    "       Cl H              scarlet                    92                                                                                   ##STR85##           "       "  H              ruby                       93                                                                                   ##STR86##           H       H  C.sub.2 H.sub.5                                                                               "                          94                                                                                   ##STR87##           H       H  CH.sub.2 CHCH.sub.2                                                                           yellow-brown               95                                                                                   ##STR88##           H       H  C.sub.4 H.sub.9                                                                               yellow-brown               96                                                                                   ##STR89##           H       H  CH.sub.2 CHCH.sub.2                                                                           "                          97                                                                                   ##STR90##           H       H  "              "                          98                                                                                   ##STR91##           NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.5                                                                               bluish violet              99                                                                                   ##STR92##           CH.sub.3                                                                               H  C.sub.4 H.sub.9                                                                               reddish blue               100                                                                                  ##STR93##           NHCOCH.sub.3                                                                           H  C.sub.3 H.sub.7                                                                               blue                       101  "                    NHCOC.sub.2 H.sub.5                                                                    "  "                                         102  "                    NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          103                                                                                  ##STR94##           CH.sub.3                                                                               H  C.sub.2 H.sub.5                                                                               scarlet                    104                                                                                  ##STR95##           NHCOC.sub.2 H.sub.5                                                                    H  C.sub.2 H.sub.5                                                                               bluish red                 105  "                    NHSO.sub.2 CH.sub.3                                                                    H  C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          red                        106                                                                                  ##STR96##           NHCOC.sub.2 H.sub.5                                                                    H  "              ruby                       107                                                                                  ##STR97##           CH.sub.3                                                                               H  C.sub.4 H.sub.9                                                                               bluish violet              108                                                                                  ##STR98##           H       H  CH.sub.3       bluish red                 109  "                    CH.sub.3                                                                               H  C.sub.2 H.sub.5                                                                               violet                     110  "                    NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.4 CN                                                                            bluish red                 111                                                                                  ##STR99##           CH.sub.3                                                                               H  C.sub.2 H.sub.5                                                                               scarlet                    112  "                    NHCOC.sub.2 H.sub.5                                                                    H  "              red                        113                                                                                  ##STR100##          H       H  C.sub.2 H.sub.5                                                                               scarlet                    114  "                    CH.sub.3                                                                               H  "              red                        115  "                    NHCOCH.sub.3                                                                           H  "              ruby                       116  "                    "       H  C.sub.2 H.sub.4 CN                                                                            red                        117                                                                                  ##STR101##          CH.sub.3                                                                               H  C.sub.4 H.sub.9                                                                               bluish red                 118                                                                                  ##STR102##          CH.sub.3                                                                               H  C.sub.2 H.sub.5                                                                               dark blue                  119  "                    NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          greenish blue              120                                                                                  ##STR103##          H       H  C.sub.2 H.sub.5                                                                               blue                       121  "                    CH.sub.3                                                                               H  "              greenish blue              122  "                    H       H  C.sub.2 H.sub.4 OCOCH.sub.3                                                                   reddish blue               123  "                    NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.5                                                                               bluish green               124                                                                                  ##STR104##          CH.sub.3                                                                               H  C.sub.4 H.sub.9                                                                               reddish blue               125                                                                                  ##STR105##          "       H  C.sub.2 H.sub.5                                                                               reddish navy blue          126                                                                                  ##STR106##          H       H  "              dark blue                  127                                                                                  ##STR107##          H       H  C.sub.2 H.sub.5                                                                               dark blue                  128                                                                                  ##STR108##          H       H  C.sub.2 H.sub.5                                                                               greenish navy blue         129                                                                                  ##STR109##          NHCOCH.sub.3                                                                           H                                                                                  ##STR110##    red                        130  "                    "       H  C.sub.2 H.sub.5                                                                               bluish red                 131                                                                                  ##STR111##          H       H  C.sub.2 H.sub.5                                                                               violet                     132                                                                                  ##STR112##          H       H  C.sub.2 H.sub.4 CN                                                                            red                        133                                                                                  ##STR113##          CH.sub.3                                                                               H  C.sub.2 H.sub.5                                                                               violet                     134                                                                                  ##STR114##          CH.sub.3                                                                               H  CH.sub.3       violet                     135                                                                                  ##STR115##          CH      H  "              ruby                       136  "                    H       H  C.sub.2 H.sub.5                                                                               red                        137                                                                                  ##STR116##          NHCOC.sub.2 H.sub.5                                                                    H  "              blue                       138                                                                                  ##STR117##          NHCOCH.sub.3                                                                           H  "              "                          139  "                    "       H  C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          140                                                                                  ##STR118##          "       H  "              bluish violet              141                                                                                  ##STR119##          NHCOCH.sub.3                                                                           H  C.sub.2 H.sub.5                                                                               bluish violet              142                                                                                  ##STR120##          "       H  "              red                        143                                                                                  ##STR121##          H       H  CH.sub.3       yellow                     144  "                    H       H  C.sub.2 H.sub.5                                                                               "                          145                                                                                  ##STR122##          H       H  CH.sub.3       "                          146  "                    CH.sub.3                                                                               H  "              "                          147                                                                                  ##STR123##          H       H  "              "                          148  "                    H       H  "              "                          149                                                                                  ##STR124##          H       H  CH.sub.3       orange                     150  "                    H       H  C.sub.2 H.sub.5                                                                               "                          151  "                    H       H  CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                "                          152  "                    CH.sub.3                                                                               H  CH.sub.3       red                        153                                                                                  ##STR125##          H       H  "              "                          154                                                                                  ##STR126##          H       H  CH.sub.2 CHCH.sub.2                                                                           "                          155                                                                                  ##STR127##          H       H  CH.sub.2 CH.sub.2 OCOCH.sub.3                                                                 ruby                       156  "                    H       H  CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                "                          157                                                                                  ##STR128##          H       H  CH.sub.3       ruby                       158                                                                                  ##STR129##          H       H  "              "                          159                                                                                  ##STR130##          H       H  "              yellow brown               160  "                    H       H  CH.sub.3       "                          __________________________________________________________________________

The dyestuffs of the following Table 3 correspond to formula

                                      TABLE 3                                      __________________________________________________________________________      ##STR131##                                                                    exp.                                                Shade                      no.                                                                               DK                   R.sub.1  R.sub.2                                                                            R.sub.3        on PES                     __________________________________________________________________________     161                                                                                ##STR132##          H        H   CH.sub.3       ruby                       162                                                                                ##STR133##          H        H   C.sub.4 H.sub.9                                                                               "                          163                                                                               "                    H        H   CH.sub.2 CH.sub.2 CN                                                                          red                        164                                                                                ##STR134##          H        H   CH.sub.3       "                          165                                                                                ##STR135##          H        H   C.sub.2 H.sub.4 CN                                                                            scarlet                    166                                                                                ##STR136##          H        H   C.sub.2 H.sub.4 CN                                                                            scarlet                    167                                                                                ##STR137##          NHCOCH.sub.3                                                                            H   "              red                        168                                                                               "                    "        Cl  H              scarlet                    169                                                                                ##STR138##          "        "   H              ruby                       170                                                                                ##STR139##          H        H   CH.sub.3       "                          171                                                                                ##STR140##          H        H   CH.sub.2 CHCH.sub.2                                                                           yellow-brown               172                                                                                ##STR141##          H        H   C.sub.4 H.sub.9                                                                               yellow-brown               173                                                                                ##STR142##          H        H   CH.sub.2 CHCH.sub.2                                                                           "                          174                                                                                ##STR143##          H        H   "              "                          175                                                                                ##STR144##          NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.5                                                                               bluish violet              176                                                                                ##STR145##          CH.sub.3 H   C.sub.4 H.sub.9                                                                               reddish blue               177                                                                                ##STR146##          NHCOCH.sub.3                                                                            H   C.sub.3 H.sub.7                                                                               blue                       178                                                                               "                    NHCOC.sub.2 H.sub.5                                                                     H   "              "                          179                                                                               "                    NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          180                                                                                ##STR147##          CH.sub.3 H   C.sub.2 H.sub.5                                                                               scarlet                    181                                                                               "                    NHCOC.sub.2 H.sub.5                                                                     H   "              bluish red                 182                                                                               "                    NHSO.sub.2 CH.sub.3                                                                     H   C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          red                        183                                                                                ##STR148##          NHCOC.sub.2 H.sub.5                                                                     H   "              ruby                       184                                                                                ##STR149##          CH.sub.3 H   C.sub.4 H.sub.9                                                                               bluish violet              185                                                                                ##STR150##          H        H   CH.sub.3       bluish red                 186                                                                               "                    CH.sub.3 H   C.sub.2 H.sub.5                                                                               violet                     187                                                                               "                    NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.4 CN                                                                            bluish red                 188                                                                                ##STR151##          CH.sub.3 H   C.sub.2 H.sub.5                                                                               scarlet                    189                                                                               "                    NHCOC.sub.2 H.sub.5                                                                     H   "              red                        190                                                                                ##STR152##          H        H   C.sub.2 H.sub.5                                                                               scarlet                    191                                                                               "                    CH.sub.3 H   "              red                        192                                                                               "                    NHCOCH.sub.3                                                                            H   "              ruby                       193                                                                               "                    "        H   C.sub.2 H.sub.4 CN                                                                            red                        194                                                                                ##STR153##          CH.sub.3 H   C.sub.4 H.sub.9                                                                               bluish red                 195                                                                                ##STR154##          CH.sub.3 H   C.sub.2 H.sub.5                                                                               dark blue                  196                                                                               "                    NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          greenish blue              197                                                                                ##STR155##          H        H   C.sub.2 H.sub.5                                                                               blue                       198                                                                               "                    CH.sub.3 H   "              greenish blue              199                                                                               "                    H        H   C.sub.2 H.sub.4 OCOCH.sub.3                                                                   reddish blue               200                                                                               "                    NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.5                                                                               bluish green               201                                                                                ##STR156##          CH.sub.3 H   C.sub.4 H.sub.9                                                                               reddish blue               202                                                                                ##STR157##          "        H   C.sub.2 H.sub.5                                                                               reddish navy blue          203                                                                                ##STR158##          H        H   "              dark blue                  204                                                                                ##STR159##          H        H   C.sub.2 H.sub.5                                                                               dark blue                  205                                                                                ##STR160##          H        H   C.sub.2 H.sub.5                                                                               greenish navy blue         206                                                                                ##STR161##          NHCOCH.sub.3                                                                            H                                                                                   ##STR162##    red                        207                                                                               "                    "        H   C.sub.2 H.sub.5                                                                               bluish red                 208                                                                                ##STR163##          H        H   C.sub.2 H.sub.5                                                                               violet                     209                                                                                ##STR164##          H        H   C.sub.2 H.sub.4 CN                                                                            red                        210                                                                                ##STR165##          CH.sub.3 H   C.sub.2 H.sub.5                                                                               violet                     211                                                                                ##STR166##          CH.sub.3 H   CH.sub.3       violet                     212                                                                                ##STR167##          CH.sub.3 H   "              ruby                       213                                                                               "                    H        H   C.sub.2 H.sub.5                                                                               red                        214                                                                                ##STR168##          NHCOC.sub.2 H.sub.5                                                                     H   "              blue                       215                                                                               "                    NHCOCH.sub.3                                                                            H   "              "                          216                                                                               "                    "        H   C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          217                                                                                ##STR169##          "        H   "              bluish violet              218                                                                                ##STR170##          NHCOCH.sub.3                                                                            H   C.sub.2 H.sub.5                                                                               bluish violet              219                                                                                ##STR171##          "        H   "              red                        220                                                                                ##STR172##          H        H   CH.sub.3       yellow                     221                                                                               "                    H        H   C.sub.2 H.sub.5                                                                               "                          222                                                                                ##STR173##          H        H   CH.sub.3       "                          223                                                                               "                    CH.sub.3 H   "              "                          224                                                                                ##STR174##          "        H   "              "                          225                                                                               "                    H        H   "              "                          226                                                                                ##STR175##          H        H   "              orange                     227                                                                               "                    H        H   C.sub.2 H.sub.5                                                                               "                          228                                                                               "                    H        H   CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                "                          229                                                                               "                    CH.sub.3 H   CH.sub.3       red                        230                                                                                ##STR176##          H        H   "              "                          231                                                                                ##STR177##          H        H   CH.sub.2 CHCH.sub.2                                                                           "                          232                                                                                ##STR178##          H        H   CH.sub.2 CH.sub.2 OCOCH.sub.3                                                                 ruby                       233                                                                               "                    H        H   CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                "                          234                                                                                ##STR179##          H        H   C.sub.2 H.sub.5                                                                               ruby                       235                                                                                ##STR180##          H        H   C.sub.3 H.sub.7                                                                               "                          236                                                                                ##STR181##          H        H   "              yellow-brown               237                                                                               "                    H        H   CH.sub.3       "                          __________________________________________________________________________

The dyestuffs of the following Table 4 correspond to formula

                                      TABLE 4                                      __________________________________________________________________________      ##STR182##                                                                    exp.                                                Shade                      no.                                                                               DK                   R.sub.1 R.sub.2                                                                             R.sub.3        on PES                     __________________________________________________________________________     238                                                                                ##STR183##          H       H    C.sub.2 H.sub.5                                                                               ruby                       239                                                                                ##STR184##          H       H    CH.sub.3       "                          240                                                                               "                    H       H    CH.sub.2 CH.sub.2 CN                                                                          red                        241                                                                                ##STR185##          H       H    CH.sub.3       "                          242                                                                                ##STR186##          H       H    C.sub.2 H.sub.4 CN                                                                            scarlet                    243                                                                                ##STR187##          H       H    C.sub.2 H.sub.4 CN                                                                            scarlet                    244                                                                                ##STR188##          NHCOCH.sub.3                                                                           H    "              red                        245                                                                               "                    "       Cl   H              scarlet                    246                                                                                ##STR189##          "       "    H              ruby                       247                                                                                ##STR190##          H       H    CH.sub.3       "                          248                                                                                ##STR191##          H       H    CH.sub.2 CHCH.sub.2                                                                           yellow-brown               249                                                                                ##STR192##          H       H    C.sub.4 H.sub.9                                                                               yellow-brown               250                                                                                ##STR193##          H       H    CH.sub.2 CHCH.sub.2                                                                           "                          251                                                                                ##STR194##          H       H    "              "                          252                                                                                ##STR195##          NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5                                                                               bluish violet              253                                                                                ##STR196##          CH.sub.3                                                                               H    C.sub.4 H.sub.9                                                                               reddish blue               254                                                                                ##STR197##          NHCOCH.sub.3                                                                           H    C.sub.3 H.sub.7                                                                               blue                       255                                                                               "                    NHCOC.sub.2 H.sub.5                                                                    H    "              "                          256                                                                               "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          257                                                                                ##STR198##          CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                               scarlet                    258                                                                               "                    NHCOC.sub.2 H.sub.5                                                                    H    "              bluish red                 259                                                                               "                    NHSO.sub.2 CH.sub.3                                                                    H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          red                        260                                                                                ##STR199##          NHCOC.sub.2 H.sub.5                                                                    H    "              ruby                       261                                                                                ##STR200##          CH.sub.3                                                                               H    C.sub.4 H.sub.9                                                                               bluish violet              262                                                                                ##STR201##          H       H    CH.sub.3       bluish red                 263                                                                               "                    CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                               violet                     264                                                                               "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.4 CN                                                                            bluish red                 265                                                                                ##STR202##          CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                               scarlet                    266                                                                               "                    NHCOC.sub.2 H.sub.5                                                                    H    "              red                        267                                                                                ##STR203##          H       H    C.sub.2 H.sub.5                                                                               scarlet                    268                                                                               "                    CH.sub.3                                                                               H    "              red                        269                                                                               "                    NHCOCH.sub.3                                                                           H    "              ruby                       270                                                                               "                    "       H    C.sub.2 H.sub.4 CN                                                                            red                        271                                                                                ##STR204##          CH.sub.3                                                                               H    C.sub.4 H.sub.9                                                                               bluish red                 272                                                                                ##STR205##          "       H    C.sub.2 H.sub.5                                                                               dark blue                  273                                                                               "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          greenish blue              274                                                                                ##STR206##          H       H    C.sub.2 H.sub.5                                                                               blue                       275                                                                               "                    CH.sub.3                                                                               H    "              greenish blue              276                                                                               "                    H       H    C.sub.2 H.sub.4 OCOCH.sub.3                                                                   reddish blue               277                                                                               "                    NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5                                                                               bluish green               278                                                                                ##STR207##          CH.sub.3                                                                               H    C.sub.4 H.sub.9                                                                               reddish blue               279                                                                                ##STR208##          CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                               reddish navy blue          280                                                                                ##STR209##          H       H    "              dark blue                  281                                                                                ##STR210##          H       H    "              "                          282                                                                                ##STR211##          H       H    C.sub.2 H.sub.5                                                                               greenish navy blue         283                                                                                ##STR212##          NHCOCH.sub.3                                                                           H                                                                                    ##STR213##    red                        284                                                                               "                    "       H    C.sub.2 H.sub.5                                                                               bluish red                 285                                                                                ##STR214##          H       H    C.sub.2 H.sub.5                                                                               violet                     286                                                                                ##STR215##          H       H    C.sub.2 H.sub.4 CN                                                                            red                        287                                                                                ##STR216##          CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                               violet                     288                                                                               "                    "       H    CH.sub.3       violet                     289                                                                                ##STR217##          CH.sub.3                                                                               H    "              ruby                       290                                                                               "                    H       H    C.sub.2 H.sub.5                                                                               red                        291                                                                                ##STR218##          CH.sub.3                                                                               OCH.sub.3                                                                           CH.sub.3       blue                       292                                                                               "                    NHCOCH.sub.3                                                                           H    "              "                          293                                                                               "                    "       H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          "                          294                                                                                ##STR219##          NHCOCH.sub.3                                                                           H    C.sub.2 H.sub.5 /C.sub.3 H.sub.7                                               (1:1)          bluish violet              295                                                                                ##STR220##          "       H    C.sub.2 H.sub.5                                                                               "                          296                                                                                ##STR221##          "       H    "              red                        297                                                                                ##STR222##          H       H    CH.sub.3       yellow                     298                                                                               "                    H       H    C.sub.2 H.sub.5                                                                               "                          299                                                                                ##STR223##          H       H    CH.sub.3       "                          300                                                                               "                    CH.sub.3                                                                               H    "              "                          301                                                                                ##STR224##          CH.sub.3                                                                               H    CH.sub.3       yellow                     302                                                                               "                    H       H    "              "                          303                                                                                ##STR225##          H       H    "              orange                     304                                                                               "                    H       H    C.sub.2 H.sub.5                                                                               "                          305                                                                               "                    H       H    CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                "                          306                                                                               "                    CH.sub.3                                                                               H    CH.sub.3       red                        307                                                                                ##STR226##          H       H    "              "                          308                                                                                ##STR227##          H       H    CH.sub.2 CHCH.sub.2                                                                           "                          309                                                                                ##STR228##          H       H    CH.sub.2 CH.sub.2 OCOCH.sub.3                                                                 ruby                       310                                                                                ##STR229##          H       H    CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                ruby                       311                                                                                ##STR230##          H       H    C.sub.2 H.sub.5                                                                               "                          312                                                                                ##STR231##          H       H    "              "                          313                                                                                ##STR232##          H       H    "              yellow-brown               314                                                                               "                    H       H    CH.sub.3       "                          __________________________________________________________________________

                                      TABLE 5                                      __________________________________________________________________________     The dyestuffs of the following Table 5 correspond to the formula                ##STR233##                                                                    exp. no.                                                                             R.sub.11                                                                            R.sub.12                                                                           R.sub.3        R.sub.4                                                                              R.sub.10                                                                            Shade on PES                          __________________________________________________________________________     315   Cl   Cl  CH.sub.3       H     CH.sub.3                                                                            yellow-brown                          316   Cl   Cl  "              CH.sub.3                                                                             H    "                                     317   Br   Br  "              H     CH.sub.3                                                                            "                                     318   CN   H   CH.sub.2 C.sub.6 H.sub.5                                                                      CH.sub.3                                                                             H    ruby-red                              319   "    H   CH.sub.2 CH.sub.2 C.sub.6 H.sub.5                                                             H     CH.sub.3                                                                            "                                     320   "    H   CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                            CH.sub.3                                                                             H    "                                     321   "    H   CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                H     CH.sub.3                                                                            bluish red                            322   "    H   CH.sub.2 CHCH.sub.2                                                                           H     "    "                                     323   Cl   Cl  CH.sub.2 CH.sub.3                                                                             H     "    yellow-brown                          324   CN   H                                                                                   ##STR234##    CH.sub.3                                                                             H    ruby-red                              325   "    H   CH.sub.3       H     CH.sub.3                                                                            "                                     326   "    H   CH.sub.2 CH.sub.2 OCOOC.sub.2 H.sub.5                                                         H     "    "                                     327   Br   Cl  CH.sub.3       H     "    yellow-brown                          __________________________________________________________________________

                                      TABLE 6                                      __________________________________________________________________________     The dyestuffs of the following Table 6 correspond to the formula                ##STR235##                                                                    exp. no.                                                                             R.sub.11                                                                            R.sub.12                                                                           R.sub.3        R.sub.4                                                                              R.sub.10                                                                            Shade on PES                          __________________________________________________________________________     328   Cl   Cl  CH.sub.3       H     CH.sub.3                                                                            yellow-brown                          329   Cl   Cl  "              CH.sub.3                                                                             H    "                                     330   Br   Br  "              H     CH.sub.3                                                                            "                                     331   CN   H   CH.sub.2 C.sub.6 H.sub.5                                                                      CH.sub.3                                                                             H    ruby-red                              332   "    H   CH.sub.2 CH.sub.2 C.sub.6 H.sub.5                                                             H     CH.sub.3                                                                            "                                     333   "    H   CH.sub.2 CH.sub.2 OC.sub.6 H.sub.5                                                            CH.sub.3                                                                             H    "                                     334   "    H   CH.sub.2 CH.sub.2 OCOOCH.sub.3                                                                H     CH.sub.3                                                                            bluish red                            335   "    H   CH.sub.2 CHCH.sub.2                                                                           H     "    "                                     336   Cl   Cl  CH.sub.2 CH.sub.3                                                                             H     "    yellow-brown                          337   CN   H                                                                                   ##STR236##    CH.sub.3                                                                             H    ruby-red                              338   "    H   CH.sub.3       H     CH.sub.3                                                                            "                                     339   "    H   CH.sub.2 CH.sub.2 OCOOC.sub.2 H.sub.5                                                         H     "    "                                     340   Br   Cl  CH.sub.3       H     "    yellow-brown                          __________________________________________________________________________

                                      TABLE 7                                      __________________________________________________________________________     The dyestuffs of the following Table 7 correspond to the formula                ##STR237##                                                                    exp.                                         Shade on                          no.                                                                               DK             R.sub.1 R.sub.2                                                                             Y        R.sub.3                                                                             PES                               __________________________________________________________________________     341                                                                                ##STR238##    H       H    CH.sub.2 CH.sub.2 CH.sub.2                                                              CH.sub.3                                                                            ruby                              342                                                                                ##STR239##    H       H    "        "    "                                 343                                                                                ##STR240##    NHCOCH.sub.3                                                                           OCH.sub.3                                                                           "        H    navy blue                         344                                                                                ##STR241##    "       OC.sub.2 H.sub.5                                                                    "        H    "                                 345                                                                                ##STR242##    CH.sub.3                                                                               H    CH.sub.2 CH.sub.2 CH.sub.2                                                              C.sub.2 H.sub.5                                                                     scarlet-red                       __________________________________________________________________________

                                      TABLE 8                                      __________________________________________________________________________     exp. no. 346                                                                          ##STR243##                                navy blue                     exp. no. 347                                                                          ##STR244##                                "                             __________________________________________________________________________

                                      TABLE 9                                      __________________________________________________________________________     The dyestuffs of the following Table 9 correspond to the formula                ##STR245##                                                                    exp.                                         Shade on                          no.                                                                               DK             R.sub.1 R.sub.2                                                                             Y        R.sub.3                                                                             PES                               __________________________________________________________________________     348                                                                                ##STR246##    H       H    CH.sub.2 CH.sub.2 CH.sub.2                                                              CH.sub.3                                                                            ruby                              349                                                                                ##STR247##    H       H    "        "    "                                 350                                                                                ##STR248##    NHCOCH.sub.3                                                                           OCH.sub.3                                                                           "        H    navy blue                         351                                                                                ##STR249##    "       OC.sub.2 H.sub.5                                                                    "        H    "                                 352                                                                                ##STR250##    CH.sub.3                                                                               H    "        C.sub.2 H.sub.5                                                                     scarlet-red                       __________________________________________________________________________

                                      TABLE 10                                     __________________________________________________________________________     exp. no. 353                                                                          ##STR251##                                navy blue                     exp. no. 354                                                                          ##STR252##                                navy blue                     __________________________________________________________________________

                                      TABLE 11                                     __________________________________________________________________________     The dyestuffs of the following Table 11 correspond to formula                   ##STR253##                                                                    exp.                                                                           no.                                                                               DK             R.sub.1 R.sub.2                                                                             Y        R.sub.3                                                                             Shade on PES                      __________________________________________________________________________     355                                                                                ##STR254##    H       H    CH.sub.2 CH.sub.2 CH.sub.2                                                              CH.sub.3                                                                            ruby                              356                                                                                ##STR255##    H       H                                                                                    ##STR256##                                                                             CH.sub.3                                                                            ruby                              357                                                                                ##STR257##    NHCOCH.sub.3                                                                           OCH.sub.3                                                                           C.sub.3 H.sub.6                                                                         H    navy blue                         358                                                                                ##STR258##    "       OC.sub.2 H.sub.5                                                                    "        H    "                                 359                                                                                ##STR259##    CH.sub.3                                                                               H    "        C.sub.2 H.sub.5                                                                     scarlet-red                       __________________________________________________________________________

                                      TABLE 12                                     __________________________________________________________________________     exp. no. 360                                                                          ##STR260##                                        navy blue             exp. no. 361                                                                          ##STR261##                                        navy                  __________________________________________________________________________                                                              blue             

                                      TABLE 13                                     __________________________________________________________________________     The dyestuffs of Table 13 correspond to formula                                 ##STR262##                                                                    exp.                                                                           no.                                                                               DK             R.sub.1 R.sub.2                                                                             Y        R.sub.3                                                                             Shade on PES                      __________________________________________________________________________     362                                                                                ##STR263##    H       H    CH.sub.2 CH.sub.2 CH.sub.2                                                              CH.sub.3                                                                            ruby                              363                                                                               "              H       H                                                                                    ##STR264##                                                                             "    "                                 364                                                                                ##STR265##    NHCOCH.sub.3                                                                           OCH.sub.3                                                                           C.sub.3 H.sub.6                                                                         H    navy blue                         365                                                                                ##STR266##    NHCOCH.sub.3                                                                           OC.sub.2 H.sub.5                                                                    C.sub.3 H.sub.6                                                                         H    navy blue                         366                                                                                ##STR267##    CH.sub.3                                                                               H    "        C.sub.2 H.sub.5                                                                     scarlet-red                       __________________________________________________________________________

                                      TABLE 14                                     __________________________________________________________________________     exp. no. 367                                                                          ##STR268##                                         navy blue            exp. no. 368                                                                          ##STR269##                                         navy blue            __________________________________________________________________________

                                      TABLE 15                                     __________________________________________________________________________     The dyestuffs of following Table 15 correspond to formula                       ##STR270##                                                                    exp.                                                                           no.                                                                               M  R.sub.12                                                                           R.sub.8 R.sub.3      Shade on PES                                    __________________________________________________________________________     369                                                                               H  Br  CH.sub.3                                                                               H            navy blue                                       370                                                                               H  "   C.sub.2 H.sub.5                                                                        H            "                                               371                                                                               H  "   C.sub.2 H.sub.4 OCH.sub.3                                                              H            "                                               372                                                                               Cl Cl  "       H            "                                               373                                                                               H  "   C.sub.2 H.sub.4 OCH.sub.3                                                              H            "                                               374                                                                               H  "   C.sub.2 H.sub.5                                                                        H            "                                               375                                                                               H  "   CH.sub.3                                                                               C.sub.2 H.sub.5                                                                             greenish navy blue                              376                                                                               H  "   "       CH.sub.2 CHCH.sub.2                                                                         navy blue                                       377                                                                               H  Br  "       CH.sub.2 CHCHCl                                                                             reddish navy blue                               378                                                                               H  Cl  "                                                                                       ##STR271##  "                                               379                                                                               H  "   "       CH.sub.2 C.sub.6 H.sub.5                                                                    navy blue                                       380                                                                               H  "   C.sub.2 H.sub.5                                                                        CH.sub.2 CHCH.sub.2                                                                         "                                               381                                                                               H  "   "       CH.sub.2 CHCHCl                                                                             "                                               382                                                                               H  "   "                                                                                       ##STR272##  reddish navy blue                               383                                                                               H  Cl  CH.sub.3                                                                               C.sub.2 H.sub.4 C.sub.6 H.sub.5                                                             greenish navy blue                              384                                                                               H  "   "       C.sub.3 H.sub.6 OC.sub.6 H.sub.5                                                            "                                               385                                                                               H  H   "       CHCHCHCl     reddish navy blue                               386                                                                               H                                                                           J  "  CH.sub.2 CHCH.sub.2                                                                "                                                                    387                                                                               H  CN  "       "            greenish blue                                   388                                                                               H  "   "       C.sub.2 H.sub.5                                                                             bluish green                                    __________________________________________________________________________

                                      TABLE 16                                     __________________________________________________________________________     The dyestuffs of following Table 16 correspond to formula                       ##STR273##                                                                    exp.                                                                           no.                                                                               M  R.sub.12                                                                           R.sub.8 R.sub.3      Shade on PES                                    __________________________________________________________________________     389                                                                               H  Br  CH.sub.3                                                                               H            navy blue                                       390                                                                               H  "   C.sub.2 H.sub.5                                                                        H            "                                               391                                                                               H  "   C.sub.2 H.sub.4 OCH.sub.3                                                              H            "                                               392                                                                               H  Cl  CH.sub.3                                                                               H            "                                               393                                                                               Cl Cl  "       H            "                                               394                                                                               H  "   C.sub.2 H.sub.4 OCH.sub.3                                                              H            "                                               395                                                                               H  "   C.sub.2 H.sub.5                                                                        H            "                                               396                                                                               H  "   CH.sub.3                                                                               C.sub.2 H.sub.5                                                                             greenish navy blue                              397                                                                               H  "   "       CH.sub.2 CHCH.sub.2                                                                         navy blue                                       398                                                                               H  Br  "       CH.sub.2 CHCHCl                                                                             reddish navy blue                               399                                                                               H  Cl  "                                                                                       ##STR274##  "                                               400                                                                               H  "   "       CH.sub.2 C.sub.6 H.sub.5                                                                    navy blue                                       401                                                                               H  "   C.sub.2 H.sub.5                                                                        CH.sub.2 CHCH.sub.2                                                                         "                                               402                                                                               H  "   "       CH.sub.2 CHCHCl                                                                             "                                               403                                                                               H  "   "                                                                                       ##STR275##  reddish navy blue                               404                                                                               H  Cl  CH.sub.3                                                                               C.sub.2 H.sub.4 C.sub.6 H.sub.5                                                             greenish navy blue                              405                                                                               H  "   "       C.sub.3 H.sub.6 OC.sub.6 H.sub.5                                                            "                                               406                                                                               H  H   "       CHCHCHCl     reddish navy blue                               407                                                                               H                                                                           J  "  CH.sub.2 CHCH.sub.2                                                                "                                                                    408                                                                               H  CN  "       "            greenish blue                                   409                                                                               H  "   "       C.sub.2 H.sub.5                                                                             bluish green                                    __________________________________________________________________________

                                      TABLE 17                                     __________________________________________________________________________     The dyestuffs of following Table 17 correspond to formula                       ##STR276##                                                                    exp.                                                                           no. M   R.sub.12                                                                            R.sub.8  R.sub.3       Shade on PES                               __________________________________________________________________________     410 H   Br   CH.sub.3 H             navy blue                                  411 H   "    C.sub.2 H.sub.5                                                                         H             "                                          412 H   "    C.sub.2 H.sub.4 OCH.sub.3                                                               H             "                                          413 H   Cl   CH.sub.3 H             "                                          414 Cl  Cl   "        H             "                                          415 H   "    C.sub.2 H.sub.4 OCH.sub.3                                                               H             "                                          416 H   "    C.sub.2 H.sub.5                                                                         H             "                                          417 H   "    CH.sub.3 C.sub.2 H.sub.5                                                                              greenish navy blue                         418 H   "    "        CH.sub.2 CHCH.sub.2                                                                          navy blue                                  419 H   Br   "        CH.sub.2 CHCHCl                                                                              reddish navy blue                          420 H   Cl   "                                                                                        ##STR277##   "                                          421 H   "    "        CH.sub.2 C.sub.6 H.sub.5                                                                     navy blue                                  422 H   "    C.sub.2 H.sub.5                                                                         CH.sub.2 CHCH.sub.2                                                                          "                                          423 H   "    "        CH.sub.2 CHCHCl                                                                              "                                          424 H   "    "                                                                                        ##STR278##   reddish navy blue                          425 H   Cl   CH.sub.3 C.sub.2 H.sub.4 C.sub.6 H.sub.5                                                              greenish navy blue                         426 H   "    "        C.sub.3 H.sub.6 OC.sub.6 H.sub.5                                                             "                                          427 H   H    "        CHCHCHCl      reddish navy blue                          428 H                                                                          J   "   CH.sub.2 CHCH.sub.2                                                                 "                                                                 429 H   CN   "        "             greenish blue                              430 H   "    "        C.sub.2 H.sub.5                                                                              bluish green                               __________________________________________________________________________

                                      TABLE 18                                     __________________________________________________________________________     The dyestuffs of following Table 18 correspond to formula                       ##STR279##                                                                    exp.                                                                           no.                                                                               M    R.sub.12                                                                            R.sub.8  R.sub.3       Shade on PES                               __________________________________________________________________________     431                                                                               H    Br   CH.sub.3 H             navy blue                                  432                                                                               H    "    C.sub.2 H.sub.5                                                                         H             "                                          433                                                                               H    "    C.sub.2 H.sub.4 OCH.sub.3                                                               H             "                                          434                                                                               H    Cl   CH.sub.3 H             "                                          435                                                                               Cl   Cl   "        H             "                                          436                                                                               H    "    C.sub.2 H.sub.4 OCH.sub.3                                                               H             "                                          437                                                                               H    "    C.sub.2 H.sub.5                                                                         H             "                                          438                                                                               H    "    CH.sub.3 C.sub.2 H.sub.5                                                                              greenish navy blue                         439                                                                               H    "    "        CH.sub.2 CHCH.sub.2                                                                          navy blue                                  440                                                                               H    Br   "        CH.sub.2 CHCHCl                                                                              reddish navy blue                          441                                                                               H    Cl   "                                                                                        ##STR280##   "                                          442                                                                               H    "    "        CH.sub.2 C.sub.6 H.sub.5                                                                     navy blue                                  443                                                                               H    "    C.sub.2 H.sub.5                                                                         CH.sub.2 CHCH.sub.2                                                                          "                                          444                                                                               H    "    "        CH.sub.2 CHCHCl                                                                              "                                          445                                                                               H    "    "                                                                                        ##STR281##   reddish navy blue                          446                                                                               H    Cl   CH.sub.3 C.sub.2 H.sub.4 C.sub.6 H.sub.5                                                              greenish navy blue                         447                                                                               H    "    "        C.sub.3 H.sub.6 OC.sub.6 H.sub.5                                                             "                                          448                                                                               H    H    "        CHCHCHCl      reddish navy blue                          449                                                                               H                                                                           J  "    CH.sub.2 CHCH.sub.2                                                                 "                                                                 450                                                                               H    CN   "        "             greenish blue                              451                                                                               H    "    "        C.sub.2 H.sub.5                                                                              bluish green                               __________________________________________________________________________

                                      TABLE 19                                     __________________________________________________________________________     The dyestuffs of the following Table 19 correspond to formula                   ##STR282##                                                                    exp.                                                                           no. B        Z     R.sub.1 R.sub.2 R.sub.3     Shade on                        __________________________________________________________________________                                                    PES                             452 O                                                                                        ##STR283##                                                                          CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            453 O        "     "       H       C.sub.4 H.sub.9                                                                            "                               454 CHNO.sub.2                                                                              "     "       H       C.sub.2 H.sub.5                                                                            greenish blue                   455                                                                                 ##STR284##                                                                             "     "       H       "           "                               456 O        "     NHCOCH.sub.3                                                                           H       "           reddish blue                    457 O        N     CH.sub.3                                                                               H       "           violet                          458 O        "     NHCOCH.sub.3                                                                           OCH.sub.3                                                                              H           navy blue                       459 O        "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               460 O        "     "       "       CH.sub.2 HCCHCl                                                                            "                               461 O        "     "       OC.sub.2 H.sub.5                                                                       "           "                               462 O        "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               463 O        "     "       OC.sub.2 H.sub.4 OCH.sub.3                                                             "           "                               464 O        "     "       OC.sub.2 H.sub.5                                                                       H           "                               465 O.sub.2 NCH                                                                             "     CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            466                                                                                 ##STR285##                                                                             "     "       OCH.sub.3                                                                              "           "                               __________________________________________________________________________

                                      TABLE 20                                     __________________________________________________________________________     The dyestuffs of the following Table 20 correspond to formula                   ##STR286##                                                                    exp.                                                                           no.                                                                               B         Z     R.sub.1 R.sub.2 R.sub.3     Shade on                        __________________________________________________________________________                                                    PES                             467                                                                               O                                                                                         ##STR287##                                                                          CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            468                                                                               O         "     "       H       C.sub.4 H.sub.9                                                                            "                               469                                                                               CHNO.sub.2                                                                               "     "       H       C.sub.2 H.sub.5                                                                            greenish blue                   470                                                                                ##STR288##                                                                              "     "       H       "           "                               471                                                                               O         "     NHCOCH.sub.3                                                                           H       "           reddish blue                    472                                                                               O         N     CH.sub.3                                                                               H       "           violet                          473                                                                               O         "     NHCOCH.sub.3                                                                           OCH.sub.3                                                                              H           navy blue                       474                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               475                                                                               O         "     "       "       CH.sub.2 HCCHCl                                                                            "                               476                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       "           "                               477                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               478                                                                               O         "     "       OC.sub.2 H.sub.4 OCH.sub.3                                                             "           "                               479                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       H           "                               480                                                                               O.sub.2 NCH                                                                              "     CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            481                                                                                ##STR289##                                                                              "     "       OCH.sub.3                                                                              "           "                               __________________________________________________________________________

                                      TABLE 21                                     __________________________________________________________________________     The dyestuffs of the following Table 21 correspond to formula                   ##STR290##                                                                    exp.                                                                           no.                                                                               B         Z     R.sub.1 R.sub.2 R.sub.3     Shade on                        __________________________________________________________________________                                                    PES                             482                                                                               O                                                                                         ##STR291##                                                                          CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            483                                                                               O         "     "       H       C.sub.4 H.sub.9                                                                            "                               484                                                                               CHNO.sub.2                                                                               "     "       H       C.sub.2 H.sub.5                                                                            greenish blue                   485                                                                                ##STR292##                                                                              "     "       H       "           "                               486                                                                               O         "     NHCOCH.sub.3                                                                           H       "           reddish blue                    487                                                                               O         N     CH.sub.3                                                                               H       "           violet                          488                                                                               O         "     NHCOCH.sub.3                                                                           OCH.sub.3                                                                              H           navy blue                       489                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               490                                                                               O         "     "       "       CH.sub.2 HCCHCl                                                                            "                               491                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       "           "                               492                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               493                                                                               O         "     "       OC.sub.2 H.sub.4 OCH.sub.3                                                             "           "                               494                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       H           "                               495                                                                               O.sub.2 NCH                                                                              "     CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            497                                                                                ##STR293##                                                                              "     "       OCH.sub.3                                                                              "           "                               __________________________________________________________________________

                                      TABLE 22                                     __________________________________________________________________________     The dyestuffs of the following Table 22 correspond to formula                   ##STR294##                                                                    exp.                                                                           no.                                                                               B         Z     R.sub.1 R.sub.2 R.sub.3     Shade on                        __________________________________________________________________________                                                    PES                             498                                                                               O                                                                                         ##STR295##                                                                          CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            499                                                                               O         "     "       H       C.sub.4 H.sub.9                                                                            "                               500                                                                               CHNO.sub.2                                                                               "     "       H       C.sub.2 H.sub.5                                                                            greenish blue                   501                                                                                ##STR296##                                                                              "     "       H       "           "                               502                                                                               O         "     NHCOCH.sub.3                                                                           H       "           reddish blue                    503                                                                               O         N     CH.sub.3                                                                               H       "           violet                          504                                                                               O         "     NHCOCH.sub.3                                                                           OCH.sub.3                                                                              H           navy blue                       505                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               506                                                                               O         "     "       "       CH.sub.2 HCCHCl                                                                            "                               507                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       "           "                               508                                                                               O         "     "       "       CH.sub.2 CHCH.sub.2                                                                        "                               509                                                                               O         "     "       OC.sub.2 H.sub.4 OCH.sub.3                                                             "           "                               510                                                                               O         "     "       OC.sub.2 H.sub.5                                                                       H           "                               511                                                                               O.sub.2 NCH                                                                              "     CH.sub.3                                                                               H       C.sub.2 H.sub.5                                                                            blue                            512                                                                                ##STR297##                                                                              "     "       OCH.sub.3                                                                              "           "                               __________________________________________________________________________

                                      TABLE 23                                     __________________________________________________________________________     The dyestuffs of the following Table 23 correspond to formula                   ##STR298##                                                                    exp.                                                                           no.                                                                               R.sub.11                                                                           R.sub.12                                                                           R.sub.13                                                                           R.sub.1 R.sub.2                                                                             R.sub.3  R.sub.10                                                                           Shade on PES                          __________________________________________________________________________     513                                                                               CN  H   NO.sub.2                                                                           H       H    CH.sub.3 CH.sub.3                                                                           1 ruby                                514                                                                               "   H   "   H       H    "        H   2 ruby                                515                                                                               "   H   "   H       H    "        H   3 ruby                                516                                                                               "   H   "   H       H    "        H   4 ruby                                517                                                                               "   H   "   H       H    "        H   5 ruby                                518                                                                               Cl  Cl  "   H       H    "        CH.sub.3                                                                           1 yellow-brown                        519                                                                               Cl  Cl  "   H       H    "        H   2 yellow-brown                        520                                                                               NO.sub.2                                                                           Cl  "   NHCOCH.sub.3                                                                           OCH.sub.3                                                                           H        CH.sub.3                                                                           1 navy blue                           521                                                                               "   Cl  "   "       "    H        H   2 navy blue                           522                                                                               "   Cl  "   "       "    CH.sub.2 CHCH.sub.2                                                                     H   2 navy blue                           523                                                                               "   CN  "   CH.sub.3                                                                               "    CH.sub.3 H   2 blue                                524                                                                               "   CN  "   "       H    "        H   2 reddish blue                        __________________________________________________________________________

                                      TABLE 24                                     __________________________________________________________________________     The dyestuffs of the following Table 25 correspond to formula                   ##STR299##                                                                    exp.                                                                           no.                                                                               R.sub.11                                                                           R.sub.12                                                                           R.sub.13                                                                           R.sub.1 R.sub.2                                                                             R.sub.3    R.sub.10                                                                           n Shade on PES                      __________________________________________________________________________     525                                                                               CN  H   NO.sub.2                                                                           H       H    CH.sub.3   CH.sub.3                                                                           1 ruby                              526                                                                               "   H   "   H       H    "          H   2 "                                 527                                                                               Cl  Cl  "   H       H    "          H   2 yellow-brown                      528                                                                               NO.sub.2                                                                           Cl  "   NHCOCH.sub.3                                                                           OCH.sub.3                                                                           H          H   2 navy blue                         529                                                                               "   Br  "   "       "    H          CH.sub.3                                                                           1 "                                 530                                                                               "   CN  "   CH.sub.3                                                                               "    CH.sub.3   H   2 blue                              531                                                                               "   "   "   "       H    C.sub.2 H.sub.5                                                                           H   2 reddish blue                      532                                                                               "   "   "   CH.sub.3                                                                               OCH.sub.3                                                                           CH.sub.3   H   1 blue                              533                                                                               "   "   "   CH.sub.3                                                                               "    C.sub.2 H.sub.5                                                                           H   1 "                                 534                                                                               Cl  H   NO.sub.2                                                                           H       H    CH.sub.2 CH.sub.2 OCOCH.sub.3                                                             H   2 scarlet                           535                                                                               CN  CN  "   CH.sub.3                                                                               H    C.sub.2 H.sub.5                                                                           H   2 blue                              __________________________________________________________________________

                                      TABLE 25                                     __________________________________________________________________________     The dyestuffs of following Table 25 correspond to formula                       ##STR300##                                                                    exp.                                                                           no.                                                                               R.sub.11                                                                           R.sub.12                                                                           R.sub.1 R.sub.2                                                                             R.sub.3  m n Q      Shade on PES                       __________________________________________________________________________     536                                                                               NO.sub.2                                                                           CN  CH.sub.3                                                                               OCH.sub.3                                                                           CH.sub.3 1 3                                                                                 ##STR301##                                                                           blue                               537                                                                               "   "   "       H    "        1 3 "      reddish blue                       538                                                                               "   Br  "       H    C.sub.2 H.sub.5                                                                         1 3 '      violet                             539                                                                               "   Cl  NHCOCH.sub.3                                                                           OCH.sub.3                                                                           CH.sub.2 CHCH.sub.2                                                                     0 3 "      navy blue                          540                                                                               CN  H   H       H    CH.sub.3 1 3 "      ruby                               541                                                                               Cl  Cl  H       H    "        1 3 "      yellow-brown                       542                                                                               NO.sub.2                                                                           CN  CH.sub.3                                                                               H    "        0 2 "      reddish blue                       543                                                                               "   "   "       H    C.sub.2 H.sub.5                                                                         0 2 "      "                                  544                                                                               "   "   "       OCH.sub.3                                                                           CH.sub.3 0 3                                                                                 ##STR302##                                                                           blue                               545                                                                               "   "   "       H    C.sub.2 H.sub.5                                                                         1 3 "      reddish blue                       546                                                                               "   "   "       H    CH.sub.3 1 3 "      "                                  547                                                                               CN  H   H       H    "        1 3 "      ruby                               548                                                                               NO.sub.2                                                                           Cl  NHCOCH.sub.3                                                                           OCH.sub.3                                                                           H        1 3 "      navy blue                          __________________________________________________________________________

APPLICATION EXAMPLE

The dyestuff obtained according to example 1 is converted by means of sand-grinding in the presence of dispersing agents, e.g. commercial lignin sulphonate, with subsequent fine disintegration, into an ultra-disperse dye preparation having an average particle size of 1 μm and a dilution ratio of 3.5:10.

12 parts of this preparation are made into a dispersion with 1000 parts of water, and added to the circulating liquor (13,000 parts, containing 30 parts of ammonium sulphate and 0.3 parts of formic acid as a buffer and optionally a carrier/levelling agent combination) at 60°. The pre-cleaned, compressed, cross-wound spool (1000 parts of polyester yarn on a plastic sleeve) is introduced, the dyeing autoclave closed, and heated in 35 minutes to 130°. After 90 minutes, cooling is effected to 80°, the exhausted liquor is drained, and the substrate thus dyed is washed thoroughly with cold water, and purified by reduction in the usual manner. It is then centrifuged and dried. A level, pure, deep ruby-red dyeing is obtained.

Dyeing of polyester yarn can be carried out analogously with examples 2-548, whereby yielding a level, deep dyeing.

The following table gives the λ_(max) -values of the above examples measured in dimethylformamide (DMF).

    ______________________________________                                         exp. no. λ.sub.max nm                                                                          exp. no. λ.sub.max nm                            ______________________________________                                          8       532            26      614                                             9       527            27      511                                             10      508            28      530                                             11      494            29      517                                             12      490            30      542                                             13      489            31      600                                             14      520            32      541                                             15      510            33      545                                             16      530            35      517                                             17      527            36      537                                             18      435            37      524                                             19      443            38      534                                             20      433            39      544                                             21      432            42      604                                             22      583            44      645                                             23      604            45      660                                             24      615            46      630                                             25      616            48      625                                             49      622            70      456                                             50      625            71      459                                             51      626            72      446                                             52      661            73      487                                             53      529            74      492                                             54      550            75      488                                             55      556            76      497                                             56      510            77      509                                             57      587            78      502                                             58      584            79      526                                             59      558            80      524                                             60      549            81      532                                             61      605            82      536                                             62      605            83      443                                             63      606            84      532                                             64      572            85      538                                             65      561            86      515                                             66      525            87      495                                             67      451            88      490                                             68      457            89      489                                             69      449            90      521                                             91      511           113      525                                             92      531           114      534                                             93      532           115      544                                             94      435           118      605                                             95      443           120      646                                             96      433           121      661                                             97      432           122      631                                             98      584           124      625                                             99      605           125      622                                            100      616           126      626                                            101      617           127      626                                            102      615           128      661                                            103      512           129      530                                            104      531           130      551                                            105      518           131      557                                            106      543           132      511                                            107      601           133      588                                            108      542           134      585                                            109      545           135      559                                            111      518           136      550                                            112      538           137      606                                            138      606           159      443                                            139      607           160      440                                            140      560           161      527                                            141      562           162      539                                            142      526           163      513                                            143      452           164      493                                            144      458           165      489                                            145      449           166      488                                            146      456           167      519                                            147      459           168      509                                            148      446           169      529                                            149      487           170      526                                            150      492           171      435                                            151      489           172      443                                            152      498           173      433                                            153      509           174      432                                            154      503           175      582                                            155      527           176      603                                            156      525           177      614                                            157      527           178      615                                            158      538           179      613                                            180      510           206      528                                            181      529           207      549                                            182      516           208      555                                            183      514           209      509                                            184      599           210      586                                            185      540           211      583                                            186      544           212      557                                            188      516           213      548                                            189      536           214      604                                            190      523           215      604                                            191      533           216      605                                            192      543           217      558                                            195      603           218      560                                            197      644           219      524                                            198      659           220      450                                            199      629           221      456                                            201      624           222      448                                            202      621           223      455                                            203      624           224      458                                            204      624           225      445                                            205      660           226      486                                            227      491           248      435                                            228      487           249      441                                            229      496           250      432                                            230      508           251      431                                            231      501           252      582                                            232      525           253      603                                            233      523           254      614                                            234      531           255      615                                            235      540           256      613                                            236      442           257      510                                            237      439           258      529                                            238      530           259      516                                            239      532           260      542                                            240      513           261      599                                            241      493           262      540                                            242      487           263      544                                            243      487           265      516                                            244      519           266      536                                            245      509           267      523                                            246      529           268      533                                            247      527           269      544                                            272      603           295      560                                            274      644           296      524                                            275      659           297      445                                            276      629           298      451                                            278      624           299      448                                            279      621           300      455                                            280      624           301      458                                            281      625           302      445                                            282      660           303      486                                            283      528           304      491                                            284      549           305      487                                            285      555           306      496                                            286      509           307      508                                            287      586           308      502                                            288      583           309      525                                            289      557           310      523                                            290      548           311      530                                            291      604           312      536                                            292      604           313      442                                            293      605           314      439                                            294      558           315      440                                            316      441           337      516                                            317      437           338      533                                            318      530           339      524                                            319      534           340      439                                            320      530           341      542                                            321      524           342      537                                            322      530           343      607                                            323      443           344      610                                            324      516           346      583                                            325      533           347      622                                            326      524           348      543                                            327      439           349      537                                            328      440           350      607                                            329      441           351      609                                            330      530           354      621                                            331      530           354      621                                            332      534           355      541                                            333      530           356      540                                            334      524           357      605                                            335      530           358      607                                            336      443           360      602                                            361      628           386      599                                            362      541           387      634                                            363      539           388      637                                            364      605           389      597                                            365      607           390      597                                            367      602           391      594                                            368      629           392      598                                            369      597           393      585                                            370      597           394      593                                            371      594           395      599                                            372      581           396      603                                            373      593           397      599                                            374      600           398      589                                            375      604           399      574                                            376      599           401      600                                            377      589           402      591                                            378      573           403      575                                            380      601           406      564                                            381      592           407      598                                            382      576           408      633                                            385      565           409      635                                            410      596           434      596                                            411      596           435      583                                            412      593           436      592                                            413      597           437      598                                            414      584           438      602                                            415      592           439      598                                            416      598           440      588                                            417      602           441      571                                            418      598           443      600                                            419      588           444      590                                            420      574           445      574                                            422      598           448      564                                            423      590           449      598                                            424      574           450      633                                            427      563           451      636                                            428      596           452      611                                            429      632           453      613                                            430      635           455      638                                            431      595           457      587                                            432      596           458      610                                            433      593           459      624                                            460      613           487      586                                            461      615           488      609                                            462      626           489      623                                            463      625           490      612                                            464      610           491      614                                            466      680           492      625                                            467      612           493      624                                            468      613           494      609                                            470      639           497      679                                            472      587           498      610                                            473      611           499      612                                            474      624           501      637                                            475      613           503      586                                            476      615           504      609                                            477      627           505      623                                            478      626           506      612                                            479      611           507      614                                            481      681           508      625                                            482      610           509      624                                            483      612           510      609                                            485      637           512      679                                            513      534           531      601                                            514      535           532      614                                            515      535           533      619                                            516      536           534      511                                            517      536           535      619                                            518      440           536      613                                            519      440           537      588                                            520      597           538      557                                            521      597           539      599                                            522      599           540      533                                            523      613           541      439                                            524      587           542      587                                            525      535           543      593                                            526      536           544      613                                            527      441           545      590                                            528      598           546      587                                            529      598           547      534                                            530      595           548      598                                            ______________________________________                                          λ.sub.max -values                                                  

I claim:
 1. The disperse dye of the general formula I ##STR303## wherein D signifies a diazo component which is usual with disperse dyes,K signifies an aromatic radical of formula ##STR304## R₁ signifies hydrogen, chlorine, C₁₋₂ -alkyl, C₁₋₂ -alkoxy or acylamino, R₂ signifies hydrogen, C₁₋₄ -alkoxy, C₁₋₂ -alkoxyethoxy, chlorine, bromine, or together with R₃ signifies a group of formula --*CH(CH₃)CH₂ C(CH₃)₂ -- (*bonded to the nucleus), R₃ signifies hydrogen, C₁₋₆ -alkyl, C₃₋₄ -alkenyl, chloro- or bromo-C₃₋₄ -alkenyl, C₃₋₄ -alkinyl, phenyl-C₁₋₃ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkenyloxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkinyloxycarbonyl-C₁₋₃ -alkyl, phenoxy-C₂₋₄ -alkyl; C₂₋₄ -alkyl substituted by halogen, cyano, C₁₋₄ -alkoxy, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkoxycarbonyloxy; or a group of formula --CH₂ --CH(R₈)CH₂ --R₉, R₄ signifies hydrogen, phenyl or C₁₋₂ -alkyl, R₅ signifies a radical of formula ##STR305## R₇ signifies hydrogen or C₁₋₄ -alkyl, R₈ signifies hydroxyl, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkylcarbonyloxy, R₉ signifies chlorine, C₁₋₄ -alkoxy, phenoxy, allyloxy or C₁₋₄ -alkylcarbonyloxy, R₁₀ signifies hydrogen or C₁₋₄ -alkyl, Y signifies C₂₋₃ -alkylene, m and z independently signify zero or 1 and n signifies a number from 1 to 5,whereby, if K is a radical of formula b or c, R₃ only signifies hydrogen, provided that when Y═--CH(CH₃)CH₂ --, m=1.
 2. The disperse dye according to claim 1, of the general formula Ia ##STR306## wherein D₁ is 3-phenyl-1,2,4-thiadiazolyl or corresponds to one of the following formulae: ##STR307## wherein a signifies hydrogen, chlorine, bromine, cyano, nitro-, C₁₋₄ -alkoxycarbonyl, C₁₋₃ -alkylsulphonyl, preferably hydrogen, chlorine, cyano or nitro,b signifies chlorine, bromine, nitro, methyl, C₁₋₂ -alkylsulphonyl, C₁₋₄ -alkylcarbonyl, aminosulphonyl, mono- or di-C₁₋₄ -alkylaminosulphonyl, phenylaminosulphonyl, C₁₋₄ -alkoxycarbonyl, aminocarbonyl, mono- or di-C₁₋₄ -alkylaminocarbonyl, phenylaminocarbonyl, phenylazo, benzyloxycarbonyl, tetrahydrofurfuryl-2-oxycarbonyl, C₃₋₄ -alkenyloxycarbonyl, C₃₋₄ -alkinyloxycarbonyl or phenoxycarbonyl, c signifies hydrogen or chlorine, or if d is hydrogen, also thiocyano, d signifies hydrogen, chlorine, bromine or cyano, e signifies nitro, C₁₋₄ -alkylcarbonyl, C₁₋₄ -alkoxycarbonyl, cyano, aminocarbonyl, mono- or di-C₁₋₂ -alkylaminocarbonyl, f signifies hydrogen, chlorine, bromine, C₁₋₂ -alkyl or phenyl, g signifies nitro, cyano, formyl, dicyanovinyl or a group of formula --CH═CH--NO₂, --CH═C(CN)CO--OC₁₋₄ -alkyl, H₅ C₆ --N═N-- or 3- or 4-NO₂ --C₆ H₄ --N═N--, h signifies cyano or C₁₋₄ -alkoxycarbonyl, i signifies C₁₋₄ -alkyl or phenyl, j signifies --CN, --CH═CH₂ or phenyl, k signifies C₁₋₄ -alkyl, l signifies hydrogen, chlorine, bromine, cyano, thiocyano, nitro, C₁₋₄ -alkoxycarbonyl or di-C₁₋₄ -alkylaminosulphonyl, p signifies hydrogen, chlorine or bromine and q signifies C₁₋₄ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₄ -alkylene or C₁₋₄ -alkylene-COOCH₂ CF₃,whereby the phenyl nuclei of these substituents may bear one or two substituents from the series chlorine, bromine, methyl or C₁₋₂ -alkoxy, R₁ ' signifies hydrogen, C₁₋₂ -akyl, chlorine or acylamino, R₂ ' signifies hydrogen, chlorine, C₁₋₂ -alkoxy, C₁₋₂ -alkoxyethoxy, or with R₃, a group of formula --CH(CH₃)CH₂ C(CH₃)₂ --, R₃ signifies hydrogen, C₁₋₆ -alkyl, C₃₋₄ -alkenyl, chloro- or bromo-C₃₋₄ -alkenyl, C₃₋₄ -alkinyl, phenyl-C₁₋₃ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkenyloxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkinyloxycarbonyl-C₁₋₃ -alkyl, phenoxy-C₂₋₄ -alkyl; C₂₋₄ -alkyl substituted by halogen, cyano, C₁₋₄ -alkoxy, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkoxycarbonyloxy; or a group of formula --CH₂ --CH(R₈)CH₂ --R₉, R₅ signifies a radical of formula ##STR308## R₄ ' and R₁₀ ' independently signify hydrogen or C₁₋₂ -alkyl and Y₁ signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ -- m and z independently signify zero or 1 and n signifies a number from 1 to 5 provided that when Y=--CH(CH₃)CH₂ --, m=1.
 3. The disperse dye according to claim 2, of formula Ib ##STR309## wherein D₂ signifies the radical of a diazo component from the series 2,6-dicyano-4-chloro-, -4-bromo-, -4-methyl- or -4-nitrophenyl, 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2-chloro- or 2-bromo-4-nitro-6-cyanophenyl, 2,4-dinitrophenyl, 2,6-dichloro or 2,6-dibromo-4-nitrophenyl, 2-chloro-4-nitro-6-bromophenyl, 2-chloro-, 2-bromo- or 2-cyano-4-nitrophenyl, 2,4-dinitro-5-chlorophenyl or -5-thiocyanophenyl, 2,4-dinitro-5,6-dichlorophenyl, 2,5-dichloro-4-nitrophenyl, 4-nitrophenyl, 4-phenylazophenyl, 4-C₃₋₄ -alkenyloxycarbonylphenyl, 4-C₃₋₄ -alkinyloxycarbonylphenyl, 4-C₁₋₄ -alkoxycarbonylphenyl, 2-C₁₋₄ -alkoxycarbonyl-4-nitrophenyl, 4-phenoxycarbonylphenyl, 4-benzyloxycarbonylphenyl, 4-(tetrahydrofurfuryl-2'-oxycarbonyl)-phenyl, 3,5-dicyano-4-chloro-thienyl-2, 3,5-dicyano-thienyl-2, 3-cyano-5-nitro-thienyl-2, 3-acetyl-5-nitro-thienyl-2, 3,5-dinitro-thienyl-2, 3-(C₁₋₄ -alkoxycarbonyl)-5-nitro-thienyl-2, 5-phenylazo-3-cyanothienyl-2, 5-phenylazo-3-cyano-4-methyl-thienyl-2, 5-nitro-thiazolyl-2, 5-nitrobenzisothiazolyl-3, 3-methyl-4-cyano-isothiazolyl-5, 3-phenyl-1,2,4-thiadiazolyl-2, 5-(C₁₋₂ -alkylmercapto)-1,3,4-thiadiazolyl-2, 3-C₁₋₂ -alkoxycarbonylethylmercapto-1,2,4-thiadiazolyl-5, 1-cyanomethyl-4,5-dicyanoimidazolyl-2, 6-nitrobenzothiazolyl-2, 5-nitrobenzothiazolyl-2, 6-thiocyanobenzothiazolyl-2, 6-chlorobenzothiazolyl-2, (5),6,(7)-dichlorobenzothiazolyl-2, ##STR310## or of formula ##STR311## and B signifies oxygen or a group of formula ##STR312## R₁ ' signifies hydrogen, C₁₋₂ -alkyl, chlorine or acylamino, R₂ ' signifies hydrogen, chlorine, C₁₋₂ -alkoxy, C₁₋₂ -alkoxyethoxy, or with R₃, a group of formula --CH(CH₃)CH₂ C(CH₃)₂ --,R₃ signifies hydrogen, C₁₋₆ -alkyl, C₃₋₄ -alkenyl, chloro- or bromo-C₃₋₄ -alkenyl, C₃₋₄ -alkinyl, phenyl-C₁₋₃ -alkyl, C₁₋₄ -alkoxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkenyloxycarbonyl-C₁₋₃ -alkyl, C₃₋₄ -alkinyloxycarbonyl-C₁₋₃ -alkyl, phenoxy-C₂₋₄ -alkyl; C₂₋₄ -alkyl substituted by halogen, cyano, C₁₋₄ -alkoxy, C₁₋₄ -alkylcarbonyloxy or C₁₋₄ -alkoxycarbonyloxy; or a group of formula --CH₂ --CH(R₈)CH₂ --R₉, R₅ signifies a radical of formula ##STR313## R₄ ' and R₁₀ ' independently signify hydrogen or C₁₋₂ -alkyl and Y₁ signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ -- m and z independently signify zero or 1 and n signifies a number from 1 to
 5. 4. The disperse dye according to claim 3, whereinD₂ signifies the radical of a diazo component from the series 2,6-dicyano-4-chloro, -4-bromo, -4-methyl or -4-nitrophenyl, 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2-chloro- or 2-bromo-4-nitro-6-cyanophenyl, 2,4-dinitrophenyl, 2,6-dichloro- or 2,6-dibromo-4-nitrophenyl, 2-chloro-4-nitro-6-bromophenyl, 2-chloro-, 2-bromo- or 2-cyano-4-nitrophenyl, 2,4-dinitro-5-chlorophenyl or -5-thiocyanophenyl, 2,4-dinitro-5,6-dichlorophenyl, 2,5-dichloro-4-nitrophenyl, 4-nitrophenyl, phthalidyl-5 or of formula ##STR314## and B signifies oxygen or a group of formula ##STR315##
 5. The disperse dye of the general formula Ib according to claim 3, whereinD₂ signifies a diazo component from the series 2,4-dinitro-6-chloro-, -6-bromo- or -6-cyanophenyl, 2,4-dinitro-5-chloro- or -5-thiocyanophenyl or 2,4-dinitro-5,6-dichlorophenyl, R₁ ' signifies C₁₋₂ -alkylcarbonylamino, R₂ ' signifies C₁₋₂ -alkoxy or C₁₋₂ -alkoxyethoxy, R₃ signifies hydrogen, C₁₋₄ -alkyl, cyanoethyl, C₁₋₂ -alkoxyethyl, C₃₋₄ -alkenyl, chlorallyl, C₃₋₄ -alkinyl, C₁₋₂ -alkoxycarbonylmethyl, allyloxycarbonylmethyl or propargyloxycarbonylmethyl, R₄ ' signifies hydrogen or methyl, R₅ signifies a radical of formula ##STR316## R₁₀ ' signifies hydrogen or methyl, Y₁ signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ -- m signifies zero or 1 and n signifies a number from 1 to
 5. 6. The disperse dye of formula Ib, according to claim 3, whereinD₂ signifies a diazo component from the series 2,4-dinitro-6-chloro- or -6-bromophenyl, R₁ ' signifies C₁₋₂ -alkylcarbonylamino, R₂ ' signifies methoxy or ethoxy, R₃ signifies hydrogen, allyl, chlorallyl or propargyl, R₅ signifies a radical of formula ##STR317## R₄ ' and R₁₀ ' independently signify hydrogen or methyl, Y₁ signifies 1,2-ethylene, m signifies zero or 1, and n signifies a number from 1 to
 5. 7. The disperse dye of formula I, according to claim 1, whereinD signifies a diazo component from the series 4-nitrophenyl, 4-nitro-2-ethylsulphonylphenyl, 4-nitro-2-methylsulphonylphenyl, 4-methoxycarbonylphenyl, phthalidyl-5, 4-ethoxycarbonylphenyl, 2-chloro-4-nitrophenyl, 2,6-dichloro-4-nitrophenyl, 2-bromo-4-nitro-6-chlorophenyl or 2-cyano-4-nitrophenyl, K signifies a radical of formula a R₁ signifies hydrogen, methyl, acylamino or chlorine, R₂ signifies hydrogen, R₃ signifies C₁₋₄ -alkyl, C₃₋₄ -alkenyl, chlorallyl, benzyl, cyanoethyl, C₁₋₂ -alkoxyethyl, C₁₋₄ -alkylcarbonyloxyethyl, C₁₋₂ -alkoxycarbonylethyl or C₁₋₄ -alkoxycarbonyloxyethyl, R₄ and R₁₀ independently signify hydrogen or C₁₋₂ -alkyl, R₅ signifies a radical of formula ##STR318## Y signifies a group of formula --CH₂ CH₂ -- or --CH(CH₃)CH₂ -- m and z independently signify zero or 1, and n signifies a number from 1 to
 5. 8. The disperse dye of formula Ib, according to claim 3, whereinD₂ signifies a diazo component from the series 4-nitrophenyl, 2-chloro-4-nitrophenyl, 2-bromo-4-nitrophenyl, 2,6-dichloro-4-nitrophenyl, 2-chloro4-nitro-6-bromophenyl, 2-cyano-4-nitrophenyl, R₁ ' signifies hydrogen or methyl, R₂ ' signifies hydrogen, R₃ signifies C₁₋₄ -alkyl, R₄ ' signifies hydrogen or methyl, R₅ signifies a radical of formula ##STR319## R₁₀ ' signifies hydrogen, Y₁ signifies 1,2-ethylene, m signifies zero or 1, and n signifies the number
 1. 9. Process for the production of the disperse dyes of formula I, according to claim 1, characterized in that a diazotised amine of formula II

    D--NH.sub.2                                                (II)

is coupled with a compound of formula III ##STR320##
 10. A process for dyeing or printing a substrate comprising applying to the substrate a compound according to claim
 1. 11. A process according to claim 10 wherein the substrate is a fibre, filament or a material produced therefrom.
 12. A process according to claim 11 wherein the substrate is a fully synthetic or semi-synthetic, hydrophobic, high-molecular weight material.
 13. A process according to claim 10 wherein the substrate is a textile material consisting of linear, aromatic polyesters, cellulose-2 1/2-acetate, cellulose triacetate or a combination thereof.
 14. A process for thermo transfer printing comprising thermo transferring to a substrate a compound according to claim
 1. 